The effect of dimethylsulfoxide, 1-[2-(decylthio)ethyl]azacyclopentan-2-one and Labrafac®CC on porphyrin formation in normal mouse skin during topical application of methyl 5-aminolevulinate: A fluorescence and extraction study

Photodiagnosis and Photodynamic Therapy

Volumn 3, Issue 1, 2006, Pages 27-33

  Bugaj, Andrzej ^a,b   Iani, Vladimir ^b   Juzeniene, Asta ^b   Juzenas, Petras ^b   Ma, Li Wei ^b   Moan, Johan ^b,c  

^a POZNAN UNIVERSITY OF MEDICAL SCIENCES   (Poland)

^b OSLO UNIVERSITY HOSPITAL   (Norway)

^c UNIVERSITY OF OSLO   (Norway)

Author keywords

Methyl 5 aminolevulinate; Normal mouse skin extraction; Permeation enhancers; Porphyrin; Topical application

Indexed keywords

1 [2 (DECYLTHIO)ETHYL]AZACYCLOPENTAN 2 ONE; AMINOLEVULINIC ACID METHYL ESTER; CYCLOPENTANONE DERIVATIVE; DECANOIC ACID; DIMETHYL SULFOXIDE; HPE 101; LABRAFAC; OCTANOIC ACID; PORPHYRIN; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; AUTOFLUORESCENCE; CONTROLLED STUDY; DRUG EFFECT; ERYTHEMA; EXTRACTION; FEMALE; FLUOROMETRY; NONHUMAN; PORPHYRIN METABOLISM; PRIORITY JOURNAL;

ANIMALIA;

EID: 33644887720     PISSN: 15721000     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1572-1000(05)00109-2     Document Type: Article

References (40)

1. J.C. Kennedy, R.H. Pottier, and D.C. Pross Photodynamic therapy with endogenous protoporphyrin IX: basic principles and present clinical experience J Photochem Photobiol B 6 1990 143 148
2. C.J. Kelty, N.J. Brown, M.W.R. Reed, and R. Ackroyd The use of 5-aminolaevulinic acid as a photosensitizer in photodynamic therapy and photodiagnosis Photochem Photobiol Sci 3 2002 158 168
3. R.P. Smith Photodynamic therapy Curr Probl Cancer 26 2002 67 108
4. D. Ormrod, and B. Jarvis Topical aminolevulinic acid HCl photodynamic therapy Am J Clin Dermatol 103 2000 133 139
5. C.L. Gay, R.H. Guy, G.M. Golden, V.H.W. Mak, and M.L. Francoeur Characterization of low temperature (i.e. <65°C) lipid transitions in human stratum corneum J Invest Dermatol 103 1994 233 239
6. J. Kloek, and G.M.J. Beijersbergen van Henegouven Prodrugs of 5-aminolevulinic acid for photodynamic therapy Photochem Photobiol 64 1996 994 1000
7. Q. Peng, J. Moan, and T. Warloe Build-up of esterified aminolevulinic-acid-derivative-induced porphyrin fluorescence in normal mouse skin J Photochem Photobiol B 34 1996 95 96
8. A. Casas, and A. Batlle Rational design of 5-aminolevulinic acid derivatives aimed at improving photodynamic therapy Curr Med Chem 2 2002 465 475
9. ®)-PDT in actinic keratosis of the face and scalp Acta Derm Venereol 85 2005 424 428
10. R.F. Turchiello, F.C. Vena, P. Maillard, C.S. Souza, M.V.L.B. Bentley, and A.C. Tedesco Cubic phase gel as a drug delivery system for topical application of 5-ALA, its ester derivatives and m-THPC in photodynamic therapy (PDT) J Photochem Photobiol B 70 2003 1 6
11. A. Casas, C. Perotti, M. Saccoliti, P. Sacca, H. Fukuda, and A.M.C. Batlle ALA and ALA hexyl ester in free and liposomal formulations for the photosensitisation of tumour organ cultures Br J Cancer 86 2002 837 842
12. N. Merclin, J. Bender, E. Sparr, R.H. Guy, H. Ehrsson, and S. Engstrom Transdermal delivery from a lipid sponge phase - iontophoretic and passive transport in vitro of 5-aminolevulinic acid and its methyl ester J Control Release 100 2004 191 198
13. R.F.V. Lopez, M.V.L.B. Bentley, D. Delgado-Charro, B.H. van den Salomon, N. Lange, and R.H. Guy Enhanced delivery of 5-aminolevulinic acid esters by iontophoresis in vitro Photochem Photobiol 77 2003 304 308
14. A. Casas, and A.M.C. Batlle Rational design of 5-aminolevulinic acid derivatives aimed as at improving photodynamic therapy Curr Med Chem Anti-Canc Agents 2 2002 465 475
15. P. Ziólkowski, B.J. Osiecka, and G. Oremek Enhancement of photodynamic therapy by use of aminolevulinic acid/glycolic acid drug mixture J Exp Ther Oncol 4 2004 121 129
16. Y. Harth, B. Hirshowitz, and B. Kaplan Modified topical photodynamic therapy of superficial skin tumours, utilizing aminolevulinic acid, penetration enhancers, red light and hyperthermia Dermatol Surg 24 1998 723 726
17. A. Casas, H. Fukuda, G. Di Venosa, and A.M.C. Batlle The influence of the vehicle on the synthesis of porphyrins after topical application of 5-aminolaevulinic acid Br J Dermatol 143 2000 564 572
18. F.S. de Rosa, J.M. Marchetti, J.A. Thomazini, A.C. Tedesco, and M.V.L.B. Bentley A vehicle for photodynamic therapy of skin cancer: influence of dimethylsulphoxide on 5-aminolevulinic acid in vitro cutaneous permeation and in vivo protoporphyrin IX accumulation determined by confocal microscopy J Control Release 65 2000 359 366
19. J.T. van den Akker, V. Iani, W.M. Star, H.J.C.M. Sterenborg, and J. Moan Topical application of 5-aminolevulinic acid hexyl ester and 5-aminolevulinic acid to normal nude mouse skin: differences in protoporphyrin IX fluorescence kinetics and the role of the stratum corneum Photochem Photobiol 72 2000 681 689
20. C. Perotti, A. Casas, H. Fukuda, P. Sacca, and A.M.C. Batlle Topical application of ALA and ALA hexyl ester on a subcutaneous murine mammary adenocarcinoma: tissue distribution Br J Cancer 88 2003 432 437
21. A. Juzeniene, P. Juzenas, V. Iani, and J. Moan Topical application of 5-aminolevulinic acid and its methylester, hexylester and octylester derivatives: considerations for dosimetry in mouse skin model Photochem Photobiol 76 2002 329 334
22. Ch.J. Gomer, J.V. Jester, N.J. Razum, B.C. Szirth, and A.L. Murphree Photodynamic therapy of intraocular tumors examination of hematoporphyrin derivative distribution and long-term damage in rabbit ocular tissue Cancer Res 45 1985 3718 3725
23. J. van den Akker, V. Iani, W. Star, H.J.C.M. Sterenborg, and J. Moan Systemic component of protoporphyrin IX production in nude mouse skin upon topical application of aminolevulinic acid depends on the application conditions Photochem Photobiol 75 2001 172 177
24. J. Moan, L.W. Ma, and A. Juzeniene Pharmacology of protoporphyrin IX in nude mice after application of ALA and ALA esters Int J Cancer 103 2003 132 135
25. F.S. de Rosa, R.F.V. Lopez, J.S. Thomazini, A.C. Tedesco, N. Lange, and M.V.L.B. Bentley In vitro metabolism of 5-ALA esters derivatives in hairless mice skin homogenate and in vivo PPIX accumulation studies Pharm Res 21 2004 2247 2252
26. A. Casas, C. Perotti, H. Fukuda, L. Rogers, A.R. Butler, and A.M.C. Batlle ALA and ALA hexyl ester induced porphyrin synthesis in chemically induced skin tumors: the role of different vehicles on improving photosensitization Br J Cancer 85 2001 1794 1800
27. A.C. Williams, and B.W. Barry Penetration enhancers Adv Drug Deliv Rev 56 2004 603 618
28. R.A. Galbraith, S. Sassa, and H. Fujita Regulation of heme synthesis in HepG2 human hepatoma cells by dimethyl sulfoxide Biochem Biophys Res Commun 16 1988 869 874
29. T. Yano, K. Furukawa, M. Tsuji, K. Noda, and M. Otagiri Evaluation of a new penetration enhancer 1-[2-(decylthio)ethyl]azacyclopentan-2-one (HPE-101) J Pharmacobiodyn 15 1992 527 533
30. T. Yano, N. Higo, K. Fukuda, M. Tsuji, K. Noda, and M. Otagiri Further evaluation of a new penetration enhancer, HPE-101 J Pharm Pharmacol 45 1993 775 778
31. J. Hadgraft, K.A. Walters, and R.H. Guy Epidermal lipids and topical drug delivery Semin Dermatol 11 1992 139 144
32. H.J. Kim, K.A. Yoon, M. Hahn, E.S. Park, and S.C. Chi Preparation and in vitro evaluation of self-microemulsifying drug delivery systems containing idebenone Drug Dev Ind Pharm 26 2000 523 529
33. T.R. Kommuru, B. Gurley, M.A. Khan, and I.K. Reddy Self-emulsifying drug delivery systems (SEDDS) of coenzyme Q10: formulation, development and bioavailability assessment Int J Pharm 212 2001 233 246
34. I. Minkov, T. Ivanova, I. Panaiotov, J. Proust, and P. Saulnier Reorganization of lipid nanocapsules at air-water interface: Part 2. Properties of the formed surface film Drug Dev Ind Pharm B Biointerfaces 44 2005 197 203
35. I. Minkov, T. Ivanova, I. Panaiotov, J. Proust, and R. Verger Reorganization of lipid nanocapsules at air-water interface: Part 3. Action of hydrolytic enzymes HLL and pancreatic PLA(2) Colloids Surf B Biointerfaces 45 2005 24 34
36. R.G. Strickley Solubilizing excipients in oral and injectable formulations Pharm Res 21 2004 201 230
37. R. Steluti, F.S. De Rosa, J.H. Collett, and M.V.L.B. Bentley In vitro skin retention and permeation studies for 5-aminolevulinic acid: effect of a lipid penetration enhancer Eur J Pharm 1001 2001 S23 S166
38. B.J. Aungst, N.J. Rogers, and E. Shefter Enhancement of naloxone penetration through human skin in vitro using fatty acids, fatty alcohols, surfactants, sulfoxides and amides Int J Pharm 33 1986 225 234
39. B.J. Aungst Structure-effects studies of fatty acid isomers as skin penetration enhancers and skin irritants Pharm Res 6 1989 244 247
40. F.H.W. Jungbauer, P.J. Coenraads, and S.H. Kardaun Toxic hygroscopic contact reaction to N-methyl-2-pyrrolidone Contact Dermat 45 2001 303 304